ethyl 4-{13-chloro-5-cyano-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidine-1-carboxylate

• ChemBase ID: 165101
• Molecular Formular: C23H22ClN3O2
• Molecular Mass: 407.89268
• Monoisotopic Mass: 407.14005464
• SMILES: c12c(C(=C3CCN(CC3)C(=O)OCC)c3c(CC2)cc(cc3)Cl)nc(cc1)C#N
• Canonical SMILES: CCOC(=O)N1CCC(=C2c3ccc(cc3CCc3c2nc(C#N)cc3)Cl)CC1
• InChI: InChI=1S/C23H22ClN3O2/c1-2-29-23(28)27-11-9-15(10-12-27)21-20-8-6-18(24)13-17(20)4-3-16-5-7-19(14-25)26-22(16)21/h5-8,13H,2-4,9-12H2,1H3
• InChIKey: MOMAIAHEAGWRMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-{13-chloro-5-cyano-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidine-1-carboxylate
• IUPAC Traditional name: ethyl 4-{13-chloro-5-cyano-4-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidine-1-carboxylate
• Synonyms: 4-(8-Chloro-2-cyano-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylic Acid Ethyl Ester; 2-Cyano Loratadine

Database IDs

• CAS Number: 860010-31-7
• PubChem SID: 162259234
• PubChem CID: 29976517

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.7965236
• LogD (pH = 7.4): 4.796526
• Log P: 4.796526
• Molar Refractivity: 122.3265 cm^3
• Polarizability: 43.09836 Å^3
• Polar Surface Area: 66.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol; Tetrahydrofuran
• Apperance: Light Yellow Solid
• Melting Point: 198-200°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C981800

Intermediate for the synthesis of 2-Hydroxymethyl Loratadine.

REFERENCES

• Cerrada, V., et al.: ARKIVOC, 9, 200 (2005).